Methanol → 6-Benzenesulfonyl-1,2,3,4-tetrahydro-naphthalen-1-ol

Reaction equation

[C:1]1([S:7]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[C:16](=[O:20])[CH2:15][CH2:14][CH2:13]3)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na].CO>O>[C:1]1([S:7]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[CH:16]([OH:20])[CH2:15][CH2:14][CH2:13]3)(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

Procedure

6-Benzenesulfonyl-3,4-dihydro-2H-naphthalen-I-one (1.31 g, 4.6 mmol) and sodium borohidride (0.35 g, 9.3 mmol) were added to 50 mL methanol, and the reaction mixture was stirred at room temperature for one hour. Water (200 mL was then added to the reaction mixture, resulting in precipitation of white crystals, which were collected by filtration and dried under N2 to give 1.2 g (4.16 mmol, 90%) of 6-benzenesulfonyl-1,2,3,4-tetrahydro-naphthalen-1ol, MS: 289 (M+H)+.